
Pet-friendly holiday rentals in Old Saybrook
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Old Saybrook
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.

Storybook 2 Bedroom Cottage
Enjoy a relaxing stay at this charming storybook home which has just been refreshed professionally and redesigned with unique and gorgeous antique furnishings and decor. Built in 1895, the home was re-envisioned by designer Charles Spada in the 90’s. A lovely private back yard with beautiful stone work and plantings. The proximity to shopping, galleries, restaurants and Old Saybrook, Town Beach and Katherine Hepburn theater makes this location ideal.

1920’s charming dollhouse near South Cove
Simple, no frills guest cottage near South Cove in Old Saybrook. Drop your kayak /paddle board in at the end of the street, walk to town for dinner or a show at the Katherine Hepburn Theater, or enjoy a day at town beach only 1.5 miles away. This is a shabby chic escape in a friendly, quiet neighborhood. A few quirks but tons of charm! If you are looking to unplug and sit by the fire pit, read a book, and go to the beach, this is the place for you.

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

The Cottage at Indian Cove
A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Modern Farmhouse with Hot Tub in Old Lyme, CT
Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.
Popular amenities for Old Saybrook pet-friendly home rentals
Pet-friendly house rentals

Seas the Day at the CT Shoreline

Beachside @ 455 Seaside

Cozy Cottage with Fire Pit, near Beach

Money Point Beach House- Deck+Views + Beach Access

Luxe Bolton Lake

Salty Breeze - Waterfront Cottage on the Cove

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year

Private beach, fully updated house, on 2 acres.
Pet-friendly home rentals with a pool

3 BR/Pool. Walk to Beach & Town!

Private & Pristine with Pool and Kid’s Playard

The Getaway-HOST & Co.

Charming apartment with breathtaking view!

East Hampton Oasis - Pool and Hot Tub

1800 Historical EH Home, 1 Mile to Town!

Montauk Oceanview

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Private, pet-friendly home rentals

Stunning house on CT river !

Duckling Crossing | Beach House on the Sand

Direct Shoreline Long Island Sound Waterfront

Guilford Field House

The Rising Tide Cottage

Essex village carriage house

Serene Waterfront Cottage

Clinton's Secret, Close to Beaches, Pet Friendly
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $392 SGD | $293 SGD | $306 SGD | $406 SGD | $380 SGD | $448 SGD | $410 SGD | $448 SGD | $402 SGD | $355 SGD | $390 SGD | $383 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals that are pet-friendly in Old Saybrook

Total holiday rentals
Explore 40 holiday rentals in Old Saybrook

Nightly prices starting at
Old Saybrook holiday rentals start at $179 SGD per night before taxes and fees

Verified guest reviews
Over 1,950 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Old Saybrook holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Beachfront rentals Old Saybrook
- Rentals with a patio Old Saybrook
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- Rentals with a fireplace Old Saybrook
- Waterfront rentals Old Saybrook
- Family-friendly rentals Old Saybrook
- Rentals with a firepit Old Saybrook
- Beach house rentals Old Saybrook
- Rentals with beach access Old Saybrook
- House rentals Old Saybrook
- Pet-friendly rentals Connecticut
- Pet-friendly rentals United States
- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Blue Shutters Beach
- Yale University Art Gallery
- Long Island Aquarium
- Orient Beach State Park
- Amagansett Beach
- Ski Sundown
- Mount Southington Ski Area
- Ocean Beach
- University of Connecticut





